Annapolis Holiday Homes

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Featured Holiday Homes in Annapolis

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Annapolis

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Annapolis are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Annapolis itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Annapolis holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Annapolis, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Annapolis with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Annapolis Holiday Homes essential information

Accommodation
276 Holiday Homes
Lowest Price
NZ$187
Highest Price
NZ$918
Popular accommodation
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Private Waterfront Woods | Dock, Kayaks, Views, Charming garden row home, easy 4 block walk to the heart of Annapolis., Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, La Maison - Stunning waterfront views with pool, Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA, Brand New Spacious Luxury Home, 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!, Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis, Bennett House (entire):Haven in Historic Annapolis, Historic Annapolis Home 1.5 blocks from center of town., Serene waterfront sunsets in this sprawling historic Annapolis home

Top trending hotels in Annapolis

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